Chemical Constituents of Dichloromethane Extract from the Leaves of Gardenia angkorensis, their Cytotoxic and α-Glucosidase Inhibition Activities
Article Sidebar
Main Article Content
Abstract
Gardenia is a genus of about 140 different plant species of the Rubiaceae family. Previous studies have shown that terpenes and phenolics extracted from Gardenia sp. showed numerous potential bioactivities. In this study, the chemical constituents of G. angkorensis, their cytotoxic and α-glucosidase inhibition activities were investigated. The phytochemical investigation of the dichloromethane extract of G. angkorensis leaves growing in Vietnam has led to the isolation of 19α-hydroxyoleanolic acid 3-Ο-β-D-glucuronopyranoside (1), chikusetsusaponin IVa, 3 β, 16 β, 21 β, 23, 24-pentahydroxy urs-12,18,20-trien-28-oic acid-γ-lactone (3), linalool glucoside and linalyl 6-O-α-L-arabinopyranosyl-β-D-glucopyranoside (5). The identities of the compounds were based on the analysis of their NMR data. Compound 1 showed moderate inhibition against α-glucosidase with IC50 value of 58.01 ± 4.45 µM while compounds 3 (IC50 186.60 ± 4.68 µM) and 5 (IC50 239.53 ± 7.22 µM) exhibited weak cytotoxicity against the KB cell line and Hep G2 cell line (IC50 values 180.80 ± 7.16 µM, 253.95 ± 8.14 µM).
Downloads
Article Details
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
How to Cite
References
Martins D, Nunez C. Secondary metabolites from Rubiaceae species. Molecules. 2015; 20 (7): 13422–13495.
Liu C, Hao Y, Yin F, Liu J. Geniposide balances the redox signaling to mediate glucose-stimulated insulin secretion in pancreatic β-Cells. Diabetes, Metab Syndr Obes Targets Ther. 2020; 13: 509–520.
Wang C, Cai X, Hu W, Li Z, Kong F, Chen X, Wang D. (2018). Investigation of the neuroprotective effects of crocin via antioxidant activities in HT22 cells and in mice with Alzheimer’s disease. Int J Mol Med; 43 (2): 956–966.
Nuanyai T, Sappapan R, Teerawatananond T, Muangsin N, Pudhom K. Cytotoxic 3,4- seco -cycloartane triterpenes from Gardenia sootepensis. J Nat Prod. 2009; 72 (6): 1161–1164.
Nuanyai T, Chokpaiboon S, VilaivanT, PudhomK. Cytotoxic 3,4- seco -Cycloartane Triterpenes from the Exudate of Gardenia tubifera. J Nat Prod. 2010; 73 (1): 51–54.
Hoang VD, Hung NK, Quang LD, Minh TT, T. N. Dung TN, Duong PQ, Tung NH, Phuong Anh DT, Thuy My N , Tung NQ, Thang TD, Quang DN. Angkorensides A and B – Two anti-inflammatory acyl glycosides from Gardenia angkorensis. Phytochem Lett. 2022; 49: 211–214.
Hakamata W, Kurihara M, Okuda H, Nishio T, Oku T. Design and screening strategies for alpha-glucosidase inhibitors based on enzymological information. Curr Top Med Chem. 2009; 9 (1): 3–12.
Riss T, Moravec R, Niles A, Duellman S, Benink H, Worzella T, Minor L. Cell Viability Assays. [Online]. 2013 [cited 2023 Nov 5]. Available from: https://www.ncbi.nlm.nih.gov/books/NBK144065/
Lei Y, Shi S, Song Y, Bi D, Tu P. Triterpene Saponins from the Roots of Ilex asprella. Chem Biodivers. 2014; 11 (5): 767–775.
Yin Y, Seo C, Hwang I, Lee M, Song K. Anti-Obesity activities of chikusetsusaponin IVa and Dolichos lablab L. seeds. Nutrients. 2018; 10 (9): 1221.
Lu D, Zhang W, Jiang Y, Zhang Y, Pan D, Zhang D, Yao X, Yu Y. Two new triterpenoids from Gardenia jasminoides fruits. Nat Prod Res. 2019; 33 (19): 2789–2794.
Uchiyama T, Miyase T, Ueno T, Usmanghani A. Terpene and lignan glycosides from Pluchea indica. Phytochemistry. 1991; 30 (2): 655–657.
Watanabe N, Nakajima R, Watanabe S, Moon J, Inagaki J, Sakata K, Yagi A, Ina K. Linalyl and bornyl disaccharide glycosides from Gardenia jasminoides flowers. Phytochemistry. 1994; 37 (2): 457–459.
George BP, Chandran R, Abrahamse H. Role of phytochemicals in cancer chemoprevention: insights. Antioxidants (Basel). 2021; 10(9):1455.
Nguyen PQD, Nguyen HT, Nguyen LTK, Vo HQ, Le AT, Do TT, Ho DV. In Vitro cytotoxic activity of constituents of the Aerial parts of Glycosmis parviflora. Trop J Nat Prod Res. 2020; 4(10): 703–707.